!ask can shady spectacles copy a unit with shady spectacles on it

Yes — you can choose a unit that has Shady Spectacles (or any gear) attached as the copy target, and the copy works normally. "Another friendly unit" has no restriction against equipped units.

The attached Shady Spectacles is not copied: gear is a separate game object, not part of the unit's copyable traits (FAQ #11034; Rule 477.1.b.1.a). Your new copy gets the source unit's Name, Type, Tags, Cost, Domain, and Rules Text only — not its gear.

One useful nuance: if the source unit is itself already under a copy effect, you copy the object it's currently a copy of, not the gear-carrying unit "as-is." Copying a copy makes your unit a copy of the originally copied object (Rule 477.1.b.1.b). The source unit's own Shady Spectacles stays attached to it, untouched.